Monk is our favorite vendor - top tier software and service
@rubie_hq helps companies rip and replace their competitors with automated data migration
before @usemonk, they were manually figuring out who owed them what, and sending invoices by email then setting reminders to go check on those invoices
they automated AR end to end with Monk and saw:
- 30% reduction in total open AR
- 20+ hours saved per month
- @jdmcd's time back as CEO
Rubie's whole business proves that complex manual work can be automated without sacrificing quality. with Monk, their AR holds at the same bar as they grow
full conversation with Jimmy below
Jimmy McDermott retweeted
what does it look like when founders stop compromising?
@thetysonchen (avoca ai) answered: what if service businesses never missed another call?
akash kapoor (chartr) asked: can hospitals actually make real-time decisions?
dan mishin (manifest os) wondered: what if law firms weren't built on billable hours?
jack weinberger (ajax) decided: lawyers should never write a timesheet again.
@jdmcd (@Rubie_HQ) realized: data migrations shouldn't take 6 months.
katon luaces (pointone) saw: timekeeping is the missing layer of legal tech.
july 21. @betaworks. 6pm. founders + top talent.
Jimmy McDermott retweeted
The average dunning email gets ignored. You are literally sending "please ignore me" messages to customers who owe you money.
Playbooks - our workflow system for intelligent collections - is now live on the @usemonk platform.
A system that reasons, not just reminds.
We filmed a 60 second video showing you an experiment between @zhou_squared and @francescocoacci collecting $100K.
Finance, biz-ops and post-sales teams should not be spending time chasing customers.
Many spend 10+hrs/week doing what Joe did in this video:
- context switching between tools (slack, gmail, quickbooks, google sheets)
- breaking flow from deep work
- sending reminders because the average dunning email is ignored
But agentic collections are not enough. Every customer relationship is different.
Some need white-glove treatment and others a nudge. That’s why we built playbooks, giving every business a customizable collection workflow.
With playbooks you can:
- create triggers and workflows specific to a customer segment (tone shift, conditions, escalations to sales/customer support)
- auto-resolve AP questions with context from relevant email threads
- pause automatically when product questions or upsells opportunities come up
Playbooks is how you get paid while you sleep.
And we do it with professionalism and empathy that your customers deserve.
Heading into Q1 with a gap between signed ARR and actual cash? Watch the video.
And if you want to see bloopers from Frank/Joe filming, comment “payday” + tag a teammate and we will send you bloopers from the shoot.
Jimmy McDermott retweeted
$3 Trillion is currently stuck in unpaid invoices.
An average invoice takes 59 days to clear.
If you're doing >$10M in revenue, getting paid in 30 days instead of 59 days will literally make you millions over 2 years.
Introducing Monk. It collects your money faster and pays for itself in 30 days, guaranteed.
Fast-growing companies like ElevenLabs and Profound rely on Monk.
The Problem: 39% of the $3T stuck is due to two stupid reasons:
1. "Please fix this comma in the invoice and then we'll pay you'" (this happens 2-3 times per transaction)
2. "Sorry the payment reminder got buried in my inbox" (automated emails get ignored)
A payment that should take 2 days, takes 10 days. Your cash on hand is embarrassingly behind "recorded revenue".
To fix this, we raised $4M led by @btv_vc with participation from @gtmfund and @danonanthony.
For our first product, we had to innovate on 3 dimensions:
1. Monk turns signed contracts into invoices with near-perfect precision
- We leverage frontier models to extract key terms from your deals and turn them into invoices.
2. Monk collects payments agentically with a 24% better reply rate than automated emails:
- Tuned to write emails that feel like a human request, not spam. Your invoice is competing with everything in their inbox.
- We know how to find an alternate point-of-contact when someone is OOO, when to reach out, and what tonality yields a higher response rate.
If you had someone on your team whose invoice emails got answered 24% more than others - that would be a big deal. You’d make them the head of revenue collection.
3. Granular visibility into your cashflow:
- Understand your cash position, aging, or expansion/contraction at customer level.
Book a demo at monk.com/book-a-demo-form and we guarantee that Monk will pay for itself within 30 days.
If you've read this far, we are giving away 40 water-tight contract templates. This would cost >$10K to any agency, startups, or freelancer, to create from scratch.
Retweet this and comment 'Monk' and we'll send them to you.
Jimmy McDermott retweeted
Today we’re launching Prompt Volumes, answering the biggest question in AEO:
"How many people are talking about <any topic> in AI platforms like ChatGPT?"
Search is skipping the website. People go straight to Answer Engines to get what they need.
Jimmy McDermott retweeted
Customers don't Google blue links to decide what to buy anymore. They ask ChatGPT.
Google currently drives $2.4 trillion of commerce. In 5 years, $1 trillion of that will shift to ChatGPT.
Becoming ChatGPT's #1 recommendation could be worth $100M+ to your business.
Here's what should terrify every CEO:
- ChatGPT hit 700M weekly users, growing 4X year-over-year
- 47% of consumers already use answer engines like ChatGPT to research purchases
- ChatGPT handles 1 billion+ queries daily (1/8th of Google)
- At current growth rates, AI assistants will drive 30% of all product decisions by 2029
If your company generates >$1M from SEO, you're facing an existential threat: ranking #1 on Google will soon be as relevant as ranking #1 in the Yellow Pages.
Here's the paradigm shift: In the SEO era, you optimized articles to rank for keywords. But answer engines don't crawl your SEO-optimized pages. They form opinions from authentic discussions on Reddit, niche forums, and community blogs. The brands dominating these conversations become their default recommendations.
Every company built on SEO is about to watch its distribution channel evaporate.
That's why we built @profound: the generative engine optimization (GEO) platform that gives you control over how your brand is being discovered across all answer engines like ChatGPT.
Today, I'm thrilled to announce our $35M Series B led by @sequoia, with continued backing from @kleinerperkins, @khoslaventures, @Saga_Ventures, and @spc.
In under 12 months, over 2,000 marketers at companies like Ramp, US Bank, Indeed, MongoDB, DocuSign, and Chime have used Profound to:
- Monitor how answer engines describe their brand
- Identify which Reddit threads and forums shape AI opinions in their category
- Drive up to 700% increases in AI referrals
- Generate six-figure revenue directly from AI recommendations
Today, we're launching a game-changing update: Workflows.
- Profound identifies which forums and communities answer engines reference for your industry.
- Workflows then automatically create authentic, valuable content for the platforms most relevant for you to be picked up by answer engines like ChatGPT.
- The $2.4 trillion commerce pie isn't growing as much as it's being redistributed. From SEO to GEO.
Jimmy McDermott retweeted
Today, I’m thrilled to announce @profound has raised a $35M Series B led by @sequoia, with @kleinerperkins, @khoslaventures , @Saga_Ventures , and @spc participating.
Jimmy McDermott retweeted
Today we're announcing our $35M Series B led by @sequoia to build technology that connects brands with one new customer: Superintelligence.
Customers don’t turn to Google blue links to decide what to buy anymore. They ask ChatGPT.
Jimmy McDermott retweeted
$20M to pioneer Answer Engine Optimization
We're excited to announce Profound's $20M Series A funding, led by @kleinerperkins with participation from @khoslaventures, @nvidia, @saga_ventures, @spc, and @svangel.
certainties in life:
- death
- taxes
- founders asking each other questions about soc 2 in group chats
we're growing fast at Rubie and need more software engineers on the team here in nyc. if you like solving hard data problems and reverse engineering, we have a spot for you
(jd in comments)
One thing I've really enjoyed lately - I dumped all of my medical records into a ChatGPT project with some custom instructions and I ask it questions like:
"Based on my medical history and what you know about me, what are the most impactful things I can change about my habits"
This tweet inspired me and @RheganGraham to do the same. Really good way to wrap up the year - happy 2025! 🎉🎊
Started a new anniversary tradition where we record ourselves answering questions about our year, our growth, and our predictions for the future.🔮 (details below) Goal is to capture a moment in time and see how we evolve every year.
This will be hilarious to watch with future kids…😂
Here’s to 6 years (of life together) & 1 year (officially married).💥 You're officially the best decision I've ever made @alexmodon. 🥹
Logistics:
- Got an iPhone tripod for $30
- Used our phone on cinematic mode
- Carved out an hour
- That’s it 😂
Core Questions (35 min):
- Start with how old we are, where we are (location), and what # anniversary this is
- What are the big things that are happening in the world right now? Zeitgeist.
- What are the big things that happened this year for us?
- What were our goals for this yr? How are we doing on them?
- How have each of us grown this year (other person answers about us)?
- How have we grown this year (we answer for ourselves)?
- What do we want for our careers at this phase — what are our hopes and dreams?
- Other hopes and dreams for our lives.
- Things we want to learn and or level up on next year?
- What are we excited for next year?
Lightning round (10min):
- Favorite piece of clothing we wear too much
- Favorite trip / memory from this year
- Food we eat more than anything
- Coffee or tea?
- Best books we read this year
- Who do we spend the most time with in this phase of life
- Daily schedule — day in the life
- Technology we’re most excited for in the world (or anything in the future)
- How many kids do we think we want to have
- A few current hot takes each 😂
@Flighty is so good it makes me want to book flights just to add them to the app
